(2S)-N-(4-[2,3-epoxypropoxy]-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde dimethyl acetal

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Chemical Name:(2S)-N-(4-[2,3-epoxypropoxy]-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde dimethyl acetal
CAS No.:251109-37-2
Molecular Formula:C₁₈H₂₄N₂O₈
Molecular Weight:396.397
Hs Code.:

Synonyms:(2S)-N-(4-[2,3-epoxypropoxy]-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde dimethyl acetal

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Chemical Property of (2S)-N-(4-[2,3-epoxypropoxy]-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde dimethyl acetal

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Technology Process of (2S)-N-(4-[2,3-epoxypropoxy]-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde dimethyl acetal

There total 7 articles about (2S)-N-(4-[2,3-epoxypropoxy]-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde dimethyl acetal which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

: 251109-33-8
(2S)-N-(5-methoxy-2-nitro-4-[2-propenoxy]benzoyl)pyrrolidine-2-carboxaldehyde dimethyl acetal

: 251109-37-2
(2S)-N-(4-[2,3-epoxypropoxy]-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde dimethyl acetal

Guidance literature:: With 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; 3-chloro-benzenecarboperoxoic acid; In 1,2-dichloro-ethane; at 85 ℃; for 2h;
DOI:10.1021/jm981124d

Reference yield:

: 3943-74-6
4-hydroxy-3-methoxybenzoic acid methyl ester

: 251109-37-2
(2S)-N-(4-[2,3-epoxypropoxy]-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde dimethyl acetal

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / dimethylformamide / 2 h / 20 °C

1.2: 92 percent / dimethylformamide / 18 h / 20 °C

2.1: 93 percent / HNO₃ / 18 h / 20 °C

3.1: 95 percent / aq. NaOH / tetrahydrofuran / 24 h / 20 °C

4.1: 99 percent / 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

5.1: Et₃N / H₂O / 16 h / 20 °C

6.1: 85 percent / 3-chloroperoxybenzoic acid; 3-tert-butyl-4-hydroxy-5-methylphenyl sulfide / 1,2-dichloro-ethane / 2 h / 85 °C

With sodium hydroxide; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; nitric acid; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Nitration / 3.1: Hydrolysis / 4.1: amination / 5.1: Condensation / 6.1: Epoxidation;
DOI:10.1021/jm981124d

Reference yield:

: 121-34-6
3-methoxy-4-hydroxybenzoic acid

: 251109-37-2
(2S)-N-(4-[2,3-epoxypropoxy]-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde dimethyl acetal

Guidance literature:: Multi-step reaction with 7 steps

1.1: 93 percent / H₂SO₄ / 16 h / Heating

2.1: NaH / dimethylformamide / 2 h / 20 °C

2.2: 92 percent / dimethylformamide / 18 h / 20 °C

3.1: 93 percent / HNO₃ / 18 h / 20 °C

4.1: 95 percent / aq. NaOH / tetrahydrofuran / 24 h / 20 °C

5.1: 99 percent / 1,3-dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / 20 °C

6.1: Et₃N / H₂O / 16 h / 20 °C

7.1: 85 percent / 3-chloroperoxybenzoic acid; 3-tert-butyl-4-hydroxy-5-methylphenyl sulfide / 1,2-dichloro-ethane / 2 h / 85 °C

With sodium hydroxide; sulfuric acid; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; nitric acid; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1.1: Methylation / 2.1: Metallation / 2.2: Alkylation / 3.1: Nitration / 4.1: Hydrolysis / 5.1: amination / 6.1: Condensation / 7.1: Epoxidation;
DOI:10.1021/jm981124d